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Hotels in Osprey

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Choose from 10325 Osprey Hotel Deals

Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
3 out of 5
1650 South Tamiami Trail, Osprey, FL
  • 5 min drive from The Oaks Club
The price is $163 per night from Dec 1 to Dec 2
$163
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,081 reviews)
"Very kind staff"

Reviewed on Nov 14, 2024

Casey Key Resorts - Mainland
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
  • 24 min drive from The Oaks Club
The price is $221 per night from Nov 25 to Nov 26
$221
includes taxes & fees
Nov 25 - Nov 26
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,002 reviews)
"Very clean and upscale. All staff very courteous and friendly."

Reviewed on Nov 21, 2024

Hyatt Regency Sarasota
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
  • 31 min drive from The Oaks Club
The price is $159 per night from Nov 24 to Nov 25
$159
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (3,603 reviews)
"Was a nice hotel"

Reviewed on Nov 20, 2024

Kompose Boutique Hotel
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
  • 30 min drive from The Oaks Club
The price is $101 per night from Dec 1 to Dec 2
$101
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
8.2/10 Very Good! (1,571 reviews)
"Excellent Service & Very Friendly Staff"

Reviewed on Nov 17, 2024

Golden Host Resort - Sarasota
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
3 out of 5
6600 S Tamiami Trl, Sarasota, FL
  • 10 min drive from The Oaks Club
The price is $143 per night from Dec 17 to Dec 18
$143
includes taxes & fees
Dec 17 - Dec 18
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.2/10 Very Good! (1,087 reviews)
"This hotel was a great stopover for us. I can see why people would book a holiday here as well. Not far to drive to beach with free parking and a lovely pool with bar. Easy holiday location. Happy to see the recovery too from the storm— resilience and community!"

Reviewed on Nov 19, 2024

Spark by Hilton Sarasota Siesta Key Gateway
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
  • 9 min drive from The Oaks Club
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,532 reviews)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the ..."

Reviewed on Oct 12, 2024

Tropical Beach Resorts
Lantern Inn & Suites
Lantern Inn & Suites
2.5 out of 5
7251 N Tamiami Trl, Sarasota, FL
  • 36 min drive from The Oaks Club
The price is $133 per night from Nov 24 to Nov 25
$133
includes taxes & fees
Nov 24 - Nov 25
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our reviews. Popular attractions ...
8.6/10 Excellent! (1,003 reviews)
"Great"

Reviewed on Nov 19, 2024

Lantern Inn & Suites
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and Suites
2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
  • 14 min drive from The Oaks Club
The price is $192 per night from Dec 15 to Dec 16
$192
includes taxes & fees
Dec 15 - Dec 16
Book a stay at this beach motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"Its simply amazing couldn't b more happy if i could do 10 stars i would"

Reviewed on Nov 14, 2024

Siesta Key Beach Resort and Suites
Carlisle Inn
Carlisle Inn
3.5 out of 5
3727 Bahia Vista, Sarasota, FL
  • 21 min drive from The Oaks Club
The price is $162 per night from Nov 25 to Nov 26
$162
includes taxes & fees
Nov 25 - Nov 26
Stay at this 3.5-star hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.8/10 Exceptional! (1,633 reviews)
"Our stay was exceptional. Besides the staffing being friendly and very helpful with our stay, our room and common areas were very well kept and clean. We highly recommend this place and will visit again in the future."

Reviewed on Nov 21, 2024

Carlisle Inn
The Westin Sarasota
The Westin Sarasota
4 out of 5
100 Marina View Drive, Sarasota, FL
  • 24 min drive from The Oaks Club
The price is $247 per night from Nov 24 to Nov 25
$247
includes taxes & fees
Nov 24 - Nov 25
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,001 reviews)
"The rooftop lounge was amazing"

Reviewed on Nov 16, 2024

The Westin Sarasota
Siesta Key Palms Resort
Siesta Key Palms Resort
4 out of 5
1800 Stickney Point Rd, Sarasota, FL
  • 10 min drive from The Oaks Club
The price is $210 per night from Nov 26 to Nov 27
$210
includes taxes & fees
Nov 26 - Nov 27
Stay at this 4-star hotel in Sarasota. Enjoy 2 outdoor pools, free bicycles on site, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,003 reviews)
"I really like the atmosphere and how we were in our own paradise with our surroundings. It was quiet and rarely saw other people there. You walked outside of the resort and wanted to go back into your surroundings. Definitely hope to return next year to the Siesta Key Palms Resort! Loved it! ..."

Reviewed on Nov 18, 2024

Siesta Key Palms Resort
Sandcastle Resort at Lido Beach
Sandcastle Resort at Lido Beach
3 out of 5
1540 Ben Franklin Dr, Sarasota, FL
  • 19 min drive from The Oaks Club
Book a stay at this beach hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
7.2/10 Good! (1,266 reviews)
"The staff was awesome! We loved the pool and the private beach. Would stay here again or recommend it to a friend."

Reviewed on Oct 3, 2024

Sandcastle Resort at Lido Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Osprey

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Osprey.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Osprey’s 10,325 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $101. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Osprey hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Osprey. No matter your reason for visiting Osprey, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Osprey hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Osprey for as low as $101.

How many hotels are there in Osprey?

With over 10,325 hotels in Osprey, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $101.

How to find cheap car rentals in Osprey?

Finding a cheap car rental deal in Osprey is as easy as scoring cheap hotels in Osprey. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Osprey now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Osprey right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.